Natural Product: NPC38952

Natural Product ID:  NPC38952
Common Name:   Pachyphyllone
IUPAC Name:  
Synonyms:   Pachyphyllone
Molecular Formula:   C20H28O3
Standard InCHIKey:  UXYAZXBEJDOGCG-VHKYSDTDSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-12(2)13-10-20-9-6-14-18(3,4)7-5-8-19(14,11-23-20)17(20)16(22)15(13)21/h10,12,14,22H,5-9,11H2,1-4H3/t14-,19+,20+/m0/s1
Canonical SMILES:  OC1=C2[C@]3(C=C(C1=O)C(C)C)CC[C@@H]1[C@@]2(CCCC1(C)C)CO3
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO20067 Salvia pachyphylla Species Lamiaceae Eukaryota PMID[17190465]
NPO2794 Salvia clevelandii Species Lamiaceae Eukaryota PMID[17190465]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1723 Cell Line HBL-100 Homo sapiens GI50 = 22000 nM 23601706
NPT179 Cell Line A2780 Homo sapiens GI50 = 14000 nM PubChem BioAssay data set
NPT1183 Cell Line WiDr Homo sapiens GI50 = 36000 nM PubChem BioAssay data set
NPT1577 Cell Line SW1573 Homo sapiens GI50 = 23000 nM PubChem BioAssay data set
NPT396 Cell Line T47D Homo sapiens GI50 = 32000 nM 23268719

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC38952 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.8667 High Similarity NPC212369
0.8471 Intermediate Similarity NPC170394
0.8352 Intermediate Similarity NPC474396
0.8352 Intermediate Similarity NPC210216
0.8352 Intermediate Similarity NPC50488
0.8261 Intermediate Similarity NPC475823
0.8261 Intermediate Similarity NPC474209
0.8211 Intermediate Similarity NPC73858
0.8172 Intermediate Similarity NPC72845
0.8172 Intermediate Similarity NPC472975
0.8111 Intermediate Similarity NPC6185
0.8111 Intermediate Similarity NPC241512
0.8105 Intermediate Similarity NPC295347
0.8085 Intermediate Similarity NPC242637
0.8065 Intermediate Similarity NPC221111
0.8065 Intermediate Similarity NPC280149
0.8022 Intermediate Similarity NPC471219
0.8022 Intermediate Similarity NPC329692
0.802 Intermediate Similarity NPC475294
0.8 Intermediate Similarity NPC472265
0.8 Intermediate Similarity NPC57117
0.7957 Intermediate Similarity NPC5509
0.7955 Intermediate Similarity NPC476809
0.7955 Intermediate Similarity NPC108955
0.7938 Intermediate Similarity NPC208094
0.7938 Intermediate Similarity NPC474343
0.7938 Intermediate Similarity NPC170131
0.7931 Intermediate Similarity NPC476808
0.7921 Intermediate Similarity NPC478052
0.7917 Intermediate Similarity NPC316215
0.7917 Intermediate Similarity NPC183012
0.7912 Intermediate Similarity NPC8518
0.7912 Intermediate Similarity NPC132228
0.7912 Intermediate Similarity NPC474680
0.7912 Intermediate Similarity NPC133652
0.7912 Intermediate Similarity NPC263997
0.79 Intermediate Similarity NPC131366
0.79 Intermediate Similarity NPC476848
0.7895 Intermediate Similarity NPC109305
0.7872 Intermediate Similarity NPC310479
0.7872 Intermediate Similarity NPC182136
0.7872 Intermediate Similarity NPC113393
0.7865 Intermediate Similarity NPC55869
0.7849 Intermediate Similarity NPC307298
0.7826 Intermediate Similarity NPC472974
0.7826 Intermediate Similarity NPC94666
0.7822 Intermediate Similarity NPC472868
0.7812 Intermediate Similarity NPC23170
0.7812 Intermediate Similarity NPC476415
0.7802 Intermediate Similarity NPC237712
0.7802 Intermediate Similarity NPC33913
0.7802 Intermediate Similarity NPC476412
0.7789 Intermediate Similarity NPC49420
0.7789 Intermediate Similarity NPC186363
0.7789 Intermediate Similarity NPC233345
0.7789 Intermediate Similarity NPC475806
0.7778 Intermediate Similarity NPC474012
0.7778 Intermediate Similarity NPC155521
0.7778 Intermediate Similarity NPC476299
0.7778 Intermediate Similarity NPC103486
0.7766 Intermediate Similarity NPC309603
0.7766 Intermediate Similarity NPC168131
0.7766 Intermediate Similarity NPC472973
0.7766 Intermediate Similarity NPC177141
0.7766 Intermediate Similarity NPC73995
0.7766 Intermediate Similarity NPC119416
0.7766 Intermediate Similarity NPC473999
0.7755 Intermediate Similarity NPC84335
0.7755 Intermediate Similarity NPC73911
0.7755 Intermediate Similarity NPC253826
0.7755 Intermediate Similarity NPC38530
0.7753 Intermediate Similarity NPC2482
0.7745 Intermediate Similarity NPC477125
0.7723 Intermediate Similarity NPC179208
0.7717 Intermediate Similarity NPC86316
0.7717 Intermediate Similarity NPC65661
0.7717 Intermediate Similarity NPC189311
0.7717 Intermediate Similarity NPC106416
0.7708 Intermediate Similarity NPC152778
0.7708 Intermediate Similarity NPC229976
0.7708 Intermediate Similarity NPC271652
0.7708 Intermediate Similarity NPC472303
0.7708 Intermediate Similarity NPC162615
0.7708 Intermediate Similarity NPC139692
0.7708 Intermediate Similarity NPC38232
0.7708 Intermediate Similarity NPC205034
0.77 Intermediate Similarity NPC472643
0.77 Intermediate Similarity NPC472637
0.7692 Intermediate Similarity NPC476927
0.7692 Intermediate Similarity NPC105803
0.7692 Intermediate Similarity NPC288281
0.7692 Intermediate Similarity NPC22611
0.7684 Intermediate Similarity NPC78973
0.7684 Intermediate Similarity NPC273199
0.7684 Intermediate Similarity NPC152467
0.7684 Intermediate Similarity NPC253186
0.7684 Intermediate Similarity NPC476369
0.7684 Intermediate Similarity NPC476437
0.7684 Intermediate Similarity NPC51486
0.7684 Intermediate Similarity NPC48010
0.7684 Intermediate Similarity NPC223093
0.7677 Intermediate Similarity NPC218107
0.7677 Intermediate Similarity NPC478056
0.7677 Intermediate Similarity NPC316598
0.7677 Intermediate Similarity NPC159763
0.7677 Intermediate Similarity NPC278386
0.7677 Intermediate Similarity NPC473154
0.7677 Intermediate Similarity NPC124512
0.7674 Intermediate Similarity NPC22134
0.767 Intermediate Similarity NPC110496
0.7667 Intermediate Similarity NPC474731
0.7667 Intermediate Similarity NPC474759
0.7667 Intermediate Similarity NPC473217
0.7667 Intermediate Similarity NPC474752
0.7667 Intermediate Similarity NPC82986
0.7667 Intermediate Similarity NPC474085
0.7667 Intermediate Similarity NPC474683
0.7667 Intermediate Similarity NPC121984
0.7667 Intermediate Similarity NPC6663
0.7667 Intermediate Similarity NPC7505
0.766 Intermediate Similarity NPC215831
0.766 Intermediate Similarity NPC48107
0.7653 Intermediate Similarity NPC94337
0.7653 Intermediate Similarity NPC16967
0.7653 Intermediate Similarity NPC29952
0.7642 Intermediate Similarity NPC475524
0.7642 Intermediate Similarity NPC100267
0.7634 Intermediate Similarity NPC470050
0.7634 Intermediate Similarity NPC20688
0.7634 Intermediate Similarity NPC327115
0.7634 Intermediate Similarity NPC131813
0.7634 Intermediate Similarity NPC51014
0.7634 Intermediate Similarity NPC472985
0.7634 Intermediate Similarity NPC474732
0.7634 Intermediate Similarity NPC474733
0.7634 Intermediate Similarity NPC474778
0.7634 Intermediate Similarity NPC31564
0.7634 Intermediate Similarity NPC145879
0.7634 Intermediate Similarity NPC472986
0.7634 Intermediate Similarity NPC470051
0.7629 Intermediate Similarity NPC191521
0.7629 Intermediate Similarity NPC245972
0.7629 Intermediate Similarity NPC196485
0.7629 Intermediate Similarity NPC8993
0.7629 Intermediate Similarity NPC472976
0.7629 Intermediate Similarity NPC279410
0.7629 Intermediate Similarity NPC119562
0.7629 Intermediate Similarity NPC472977
0.7624 Intermediate Similarity NPC273005
0.7624 Intermediate Similarity NPC469606
0.7624 Intermediate Similarity NPC31058
0.7614 Intermediate Similarity NPC257666
0.7614 Intermediate Similarity NPC219809
0.7614 Intermediate Similarity NPC266193
0.7614 Intermediate Similarity NPC203403
0.7609 Intermediate Similarity NPC30486
0.7609 Intermediate Similarity NPC96055
0.7609 Intermediate Similarity NPC53385
0.7609 Intermediate Similarity NPC144258
0.7609 Intermediate Similarity NPC470077
0.7604 Intermediate Similarity NPC329842
0.7604 Intermediate Similarity NPC185936
0.7604 Intermediate Similarity NPC473998
0.7604 Intermediate Similarity NPC190442
0.7604 Intermediate Similarity NPC248913
0.7604 Intermediate Similarity NPC472978
0.7604 Intermediate Similarity NPC26865
0.7604 Intermediate Similarity NPC303697
0.7604 Intermediate Similarity NPC168027
0.7604 Intermediate Similarity NPC289479
0.76 Intermediate Similarity NPC201406
0.76 Intermediate Similarity NPC471413
0.76 Intermediate Similarity NPC117685
0.76 Intermediate Similarity NPC472644
0.7596 Intermediate Similarity NPC189075
0.7596 Intermediate Similarity NPC472825
0.7596 Intermediate Similarity NPC177064
0.7596 Intermediate Similarity NPC275539
0.7582 Intermediate Similarity NPC471218
0.7582 Intermediate Similarity NPC92226
0.7582 Intermediate Similarity NPC48362
0.7582 Intermediate Similarity NPC470049
0.7582 Intermediate Similarity NPC151519
0.7579 Intermediate Similarity NPC472475
0.7579 Intermediate Similarity NPC472240
0.7579 Intermediate Similarity NPC326627
0.7579 Intermediate Similarity NPC174342
0.7579 Intermediate Similarity NPC472477
0.7579 Intermediate Similarity NPC146554
0.7579 Intermediate Similarity NPC76879
0.7579 Intermediate Similarity NPC82876
0.7579 Intermediate Similarity NPC310010
0.7579 Intermediate Similarity NPC68148
0.7579 Intermediate Similarity NPC65615
0.7579 Intermediate Similarity NPC474245
0.7579 Intermediate Similarity NPC36668
0.7579 Intermediate Similarity NPC118011
0.7579 Intermediate Similarity NPC262858
0.7576 Intermediate Similarity NPC76266
0.7576 Intermediate Similarity NPC151488

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC38952 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7955 Intermediate Similarity NPD4695 Discontinued
0.7677 Intermediate Similarity NPD4225 Approved
0.7634 Intermediate Similarity NPD3618 Phase 1
0.7609 Intermediate Similarity NPD4197 Approved
0.7582 Intermediate Similarity NPD3667 Approved
0.7579 Intermediate Similarity NPD4753 Phase 2
0.7528 Intermediate Similarity NPD3617 Approved
0.7527 Intermediate Similarity NPD5329 Approved
0.7527 Intermediate Similarity NPD1696 Phase 3
0.75 Intermediate Similarity NPD7638 Approved
0.7475 Intermediate Similarity NPD5221 Approved
0.7475 Intermediate Similarity NPD5222 Approved
0.7475 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5211 Phase 2
0.7447 Intermediate Similarity NPD4623 Approved
0.7447 Intermediate Similarity NPD4519 Discontinued
0.7447 Intermediate Similarity NPD5690 Phase 2
0.7444 Intermediate Similarity NPD4195 Approved
0.7426 Intermediate Similarity NPD7639 Approved
0.7426 Intermediate Similarity NPD4696 Approved
0.7426 Intermediate Similarity NPD5285 Approved
0.7426 Intermediate Similarity NPD7640 Approved
0.7426 Intermediate Similarity NPD5286 Approved
0.7423 Intermediate Similarity NPD5693 Phase 1
0.7423 Intermediate Similarity NPD6079 Approved
0.7419 Intermediate Similarity NPD3665 Phase 1
0.7419 Intermediate Similarity NPD3133 Approved
0.7419 Intermediate Similarity NPD4786 Approved
0.7419 Intermediate Similarity NPD3666 Approved
0.74 Intermediate Similarity NPD6083 Phase 2
0.74 Intermediate Similarity NPD5173 Approved
0.74 Intermediate Similarity NPD6084 Phase 2
0.74 Intermediate Similarity NPD4755 Approved
0.7396 Intermediate Similarity NPD5328 Approved
0.7391 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD4221 Approved
0.7391 Intermediate Similarity NPD4223 Phase 3
0.7374 Intermediate Similarity NPD5210 Approved
0.7374 Intermediate Similarity NPD4629 Approved
0.7374 Intermediate Similarity NPD5695 Phase 3
0.7353 Intermediate Similarity NPD5223 Approved
0.7347 Intermediate Similarity NPD4202 Approved
0.734 Intermediate Similarity NPD1694 Approved
0.7333 Intermediate Similarity NPD5697 Approved
0.7327 Intermediate Similarity NPD5696 Approved
0.7308 Intermediate Similarity NPD5141 Approved
0.73 Intermediate Similarity NPD4697 Phase 3
0.7292 Intermediate Similarity NPD6672 Approved
0.7292 Intermediate Similarity NPD5737 Approved
0.7282 Intermediate Similarity NPD5225 Approved
0.7282 Intermediate Similarity NPD4633 Approved
0.7282 Intermediate Similarity NPD5224 Approved
0.7282 Intermediate Similarity NPD5226 Approved
0.7273 Intermediate Similarity NPD7748 Approved
0.7264 Intermediate Similarity NPD6011 Approved
0.7264 Intermediate Similarity NPD6881 Approved
0.7264 Intermediate Similarity NPD6899 Approved
0.7263 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD5280 Approved
0.7263 Intermediate Similarity NPD5279 Phase 3
0.7263 Intermediate Similarity NPD4694 Approved
0.7255 Intermediate Similarity NPD4700 Approved
0.7238 Intermediate Similarity NPD5739 Approved
0.7238 Intermediate Similarity NPD7128 Approved
0.7238 Intermediate Similarity NPD6675 Approved
0.7238 Intermediate Similarity NPD6402 Approved
0.7212 Intermediate Similarity NPD5175 Approved
0.7212 Intermediate Similarity NPD5174 Approved
0.7207 Intermediate Similarity NPD7115 Discovery
0.7196 Intermediate Similarity NPD6012 Approved
0.7196 Intermediate Similarity NPD6013 Approved
0.7196 Intermediate Similarity NPD6014 Approved
0.7188 Intermediate Similarity NPD3573 Approved
0.7172 Intermediate Similarity NPD6399 Phase 3
0.717 Intermediate Similarity NPD5701 Approved
0.713 Intermediate Similarity NPD6883 Approved
0.713 Intermediate Similarity NPD7290 Approved
0.713 Intermediate Similarity NPD7102 Approved
0.7111 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD7320 Approved
0.7083 Intermediate Similarity NPD4693 Phase 3
0.7083 Intermediate Similarity NPD4689 Approved
0.7083 Intermediate Similarity NPD7146 Approved
0.7083 Intermediate Similarity NPD4688 Approved
0.7083 Intermediate Similarity NPD5330 Approved
0.7083 Intermediate Similarity NPD4138 Approved
0.7083 Intermediate Similarity NPD6409 Approved
0.7083 Intermediate Similarity NPD7334 Approved
0.7083 Intermediate Similarity NPD6684 Approved
0.7083 Intermediate Similarity NPD5205 Approved
0.7083 Intermediate Similarity NPD4690 Approved
0.7083 Intermediate Similarity NPD7521 Approved
0.7071 Intermediate Similarity NPD7515 Phase 2
0.7064 Intermediate Similarity NPD6649 Approved
0.7064 Intermediate Similarity NPD8130 Phase 1
0.7064 Intermediate Similarity NPD6847 Approved
0.7064 Intermediate Similarity NPD6617 Approved
0.7064 Intermediate Similarity NPD6869 Approved
0.7064 Intermediate Similarity NPD6650 Approved
0.7059 Intermediate Similarity NPD7902 Approved
0.7053 Intermediate Similarity NPD3668 Phase 3
0.7048 Intermediate Similarity NPD4754 Approved
0.7041 Intermediate Similarity NPD6673 Approved
0.7041 Intermediate Similarity NPD6904 Approved
0.7041 Intermediate Similarity NPD6080 Approved
0.7041 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6372 Approved
0.7037 Intermediate Similarity NPD6373 Approved
0.7 Intermediate Similarity NPD6942 Approved
0.7 Intermediate Similarity NPD7339 Approved
0.7 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD8297 Approved
0.6947 Remote Similarity NPD4788 Approved
0.6944 Remote Similarity NPD5128 Approved
0.6944 Remote Similarity NPD4730 Approved
0.6944 Remote Similarity NPD4729 Approved
0.6939 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6939 Remote Similarity NPD6903 Approved
0.6916 Remote Similarity NPD4767 Approved
0.6916 Remote Similarity NPD4768 Approved
0.6909 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6907 Remote Similarity NPD6098 Approved
0.6882 Remote Similarity NPD7645 Phase 2
0.6869 Remote Similarity NPD6051 Approved
0.6863 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5251 Approved
0.6818 Remote Similarity NPD4634 Approved
0.6818 Remote Similarity NPD5247 Approved
0.6818 Remote Similarity NPD5135 Approved
0.6818 Remote Similarity NPD5248 Approved
0.6818 Remote Similarity NPD5169 Approved
0.6818 Remote Similarity NPD5249 Phase 3
0.6818 Remote Similarity NPD5250 Approved
0.6818 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6274 Approved
0.6809 Remote Similarity NPD7525 Registered
0.68 Remote Similarity NPD5692 Phase 3
0.6792 Remote Similarity NPD7632 Discontinued
0.6789 Remote Similarity NPD5168 Approved
0.6786 Remote Similarity NPD4632 Approved
0.6768 Remote Similarity NPD5208 Approved
0.6765 Remote Similarity NPD5282 Discontinued
0.6765 Remote Similarity NPD7900 Approved
0.6765 Remote Similarity NPD6001 Approved
0.6765 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6008 Approved
0.6757 Remote Similarity NPD5217 Approved
0.6757 Remote Similarity NPD5216 Approved
0.6757 Remote Similarity NPD5127 Approved
0.6757 Remote Similarity NPD5215 Approved
0.6754 Remote Similarity NPD6317 Approved
0.6742 Remote Similarity NPD4691 Approved
0.6733 Remote Similarity NPD5694 Approved
0.6733 Remote Similarity NPD6050 Approved
0.6727 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6054 Approved
0.6703 Remote Similarity NPD4784 Approved
0.6703 Remote Similarity NPD4785 Approved
0.6696 Remote Similarity NPD6335 Approved
0.6696 Remote Similarity NPD6313 Approved
0.6696 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5133 Approved
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD4243 Approved
0.6667 Remote Similarity NPD5290 Discontinued
0.6667 Remote Similarity NPD6015 Approved
0.6638 Remote Similarity NPD7101 Approved
0.6638 Remote Similarity NPD7100 Approved
0.6636 Remote Similarity NPD6686 Approved
0.6636 Remote Similarity NPD5091 Approved
0.6634 Remote Similarity NPD5207 Approved
0.6632 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6629 Remote Similarity NPD4137 Phase 3
0.661 Remote Similarity NPD5988 Approved
0.661 Remote Similarity NPD6370 Approved
0.6609 Remote Similarity NPD6009 Approved
0.6581 Remote Similarity NPD6059 Approved
0.6581 Remote Similarity NPD6319 Approved
0.6579 Remote Similarity NPD5167 Approved
0.6569 Remote Similarity NPD5284 Approved
0.6569 Remote Similarity NPD5281 Approved
0.6556 Remote Similarity NPD4747 Approved
0.6542 Remote Similarity NPD4159 Approved
0.6525 Remote Similarity NPD5983 Phase 2
0.6522 Remote Similarity NPD6924 Approved
0.6522 Remote Similarity NPD6926 Approved
0.6522 Remote Similarity NPD4058 Approved
0.65 Remote Similarity NPD7492 Approved
0.6471 Remote Similarity NPD4096 Approved
0.6458 Remote Similarity NPD4748 Discontinued
0.6452 Remote Similarity NPD4190 Phase 3
0.6452 Remote Similarity NPD5275 Approved
0.6452 Remote Similarity NPD8264 Approved
0.6446 Remote Similarity NPD6616 Approved
0.6436 Remote Similarity NPD4518 Approved
0.6429 Remote Similarity NPD6695 Phase 3

Structure

External Identifiers

PubChem CID   44566415
ChEMBL   CHEMBL491878
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  0.6245
MLogP:  3.33
XLogP:  4.575
# Rotatable Bonds:  6
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

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Biological Activities  
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